Lab 13 - Aspirin and Other Analgesics
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Georgia State University *
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Chemistry
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Jun 8, 2024
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Lab 13 - Aspirin and Other Analgesics Introduction: Aspirin is one of the most commonly used nonprescription drugs in the United States. It has multiple medical applications including reducing pain (analgesic), fever (antipyretic), and inflammation (anti-inflammatory). Aspirin is primarily composed of salicylic acid. This experiment uses synthesis experiments, vacuum filtration, pH tests, iron (III) chloride tests, and TLC chromatography to examine the properties of aspirin and other analgesics. The main goal of this experiment is successfully conduct aspirin synthesis and TLC chromatography. After completing this lab, students will be able to determine the purity of the product formed from the synthesis experiment. They will also be able interpret the results of pH tests, iron (III) chloride tests, and TLC chromatography in relation to the physical and chemical properties of aspirin. Furthermore, students will also be able to calculate theoretical yields, percent yield, Rf values, and determine the limiting agent. Finally, students will be able to identify an unknown based on the results of the multiple tests carried out during the experiment. Procedure: To begin, read the background information found on the document titled “PDF-Aspirin and Other Analgesics.” If you are completing the lab online, as done for this lab, complete the experiment by following the directions given in the online Labflow report. You will collect your data online by following those directions. If you are completing the Lab in person, please refer to the following steps. Always remember to wear appropriate PPE (safety googles, lab coat, gloves, etc.) and dispose of any chemical waste in the appropriate waste containers. Take extra caution when handling acetic anhydride as it can cause irritation. General Steps: 1)
Perform the synthesis (esterification reaction) 2)
Collect the aspirin product through vacuum filtration 3)
Collect and analyze product data. a.
Calculate the mass of salicylic acid, moles of salicylic acid, moles of acetic anhydride, theoretical yield of aspirin product, mass of aspirin synthesized, and the percent yield of the aspirin. 4)
Conduct the pH test. 5)
Conduct an Iron (III) Chloride test to analyze the purity of the aspirin product.
6)
Conduct Thin Layer chromatography. Use aspirin, ibuprofen, acetaminophen, naproxen, caffeine, and your assigned unknown. 7)
Calculate Rf values. 8)
Answer all lab questions and identify the unknown. Please refer to the Labflow PDF document for detailed instructions on how to complete the lab in person. Data/Results:
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Related Questions
You have been tasked to assess a new laboratory for safety issues. The lab has a large amount of benzene, hydrochloric acid, phenol, sodium hydroxide and toluene. Describe the (5) potential hazards that can be associated with each chemical above, as well as the methods to control their potential hazards in the lab.
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BASIC
PURE SUBSTANCE
MIXTURE
UNIT
DESCRIPTION
(color; physical state; transparent/translucent/opaque;
shiny/dull malleable/ductile, shape and size of particles
for solids; odor for organic series only)
SAMPLE OF
Соmpound
(for Pure
substances
Element
MATTER
only)
Homo-
Hetero-
atom,
molecule, or
formula unit
Metal
Nonmetal
Ionic
Covalent
Series 8. ORGANIC CHEMICALS
C,H14(1)
Нехane
HC,H3O2(aq)
C4H3O2(1)
ethyl acetate
C;H60(1)
Acetone
CH,O(1)
ethyl alcohol (ethanol)
C10H3O(s)
1-naphthol
C;H,O(1)
Benzaldehyde
C3H3O2(1)
methyl benzoate
C,H§O(I)
trans-cinnamaldehyde
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Draw the condensed structure of the organic molecule that produces sodium propanoate when reacted with NaOH.
Correct each molecule in the drawing area below so that it has the structure it would have if it were dissolved in a 0.1 M aqueous solution of NaOH.
If there are no changes to be made, check the No changes box under the drawing area.
No changes.
HO–CH,—CH, NH
HO—CH,
OH
C™
X
с
O
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Find the structural formulas for salicylic acid, acetic anhydride, and aspirin. Use these structural formulas to construct a reaction equation describing the synthesis of aspirin.
(CH3CO)2O
+
HOC6H4COOH
→
CH3CO2C6H4CO2H
+
CH3COOH
acetic anhydride
salicylic acid
acetylsalicylic acid
acetic acid
Part I Synthesis of Aspirin
Mass of salicylic acid used (g)
2.029g
Volume of acetic anhydride used (mL)
5ml
Mass of acetic anhydride used (vol. × 1.08 g/mL)
5.4g
Mass of aspirin synthesized (g)
3.256g
Part II Melting Temperature Data
Melting temperature (°C)
133°C
Part III Salicylic Acid Standard Stock Solution
Initial mass of salicylic acid (g)
0.210g
Moles of salicylic acid (mol)
0.0147 mol
Initial molarity of salicylic acid (M)
0.724 M
Part III Beer’s Law Data for Salicylic Acid Standard Solutions
Trial
Concentration (M)
Absorbance
Water (mL)
1
10
0.301
0…
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REAGENT AMOUNTS In this section, you must record the actual amounts and volumes of reagens use
in the lab.
090
ml
Volume of methyl benzoate:
mmol
Equivalent to a molar amount of:
30 1.0
ml
Volume of concentrated Nitric acid (16 M = 16 mol/L):
Equivalent to a molar amount of :
mmol
Volume of concentrated Sulfurie acid acid (18 M = 18 mol/L):
3.0
ml
Equivalent to a molar amount of:
mmol
0.90 mL IL
=0.0009 L
lo0omL
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Metabolite 1
The common name for metabolite 1 is
How does its structure differ from diazepam?
OH
15
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اخيرة
A)
B)
HI
1.03
Di
2. Zn
1) BH
2) H2O, OH
OH
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Concentration (mg sample/200 uL)
Cinnamaldehyde
Eugenol
Thymol
0.50
0.4
0.65
1.8
0.75
1.0
0.8
1.10
1.2
1.25
2.0
1.30
3.0
1.50
1.5
1.90
3.1
2.0
4.6
2.50
4.0
5.8
Determine the calibration curve equations for each component including regression.
which component has the highest calibration sensitivity?
A sample containing the three essential oils in part b gave the peak areas relative to the internal standard of cinnamaldehyde 2.6, eugenol 0.9 and thymol 3.8. Determine the concentration of each of the oils in the sample and the standard deviations.
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6
please show steps, and explain your steps if you can.
thanks!
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a) 0.126mL
b) 1.26mL
c) 12.60mL
d) 126mL
e) None of the options is correct.
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Many naturally occurring esters are responsible for the pleasant, characteristic smells of various fruits. As a result,
synthetic esters are commonly made for use in perfumes and artificial flavours.
To produce a synthetic ester with a specific smell, chemists research what ester will give them the specific smell they are
interested in and then they work "backwards" to design a chemical reaction pathway to produce the desired ester using
commonly available chemicals.
Esters are commonly produced by reacting a carboxylic acid with an alcohol, if the required carboxylic acid and alcohol
are not commonly available, chemists have to use a multi-step chemical reaction pathway to first produce the carboxylic
acid and/or alcohol, and then produce the desired ester.
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*draw your structures so the functional groups…
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Lab Report
Post-Lab
<
(3)
20 of 20
Fez Sa(s) and HBr(aq)
If no reaction occurs, write NONE in the box.
ΑΣφ
b.
Submit
Previous Answers Request AnsWer
X Incorrect; Try Again; 2 attempts remaining
Check the capitalization of the chemical symbols in your answer.
Dart D
Complete nrevinue nadle
P Pearson
Copyright 0 2020 Pearson Education Inc All rights eserve
Tyne
haro
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What is the purpose of adding calcium chloride (CaCl2) to the extract? How do you know if the CaCl2 is working, and whether or not you need to add more?
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References]
VISUALIZATION Polyester Formation
II
HO-A-OH
HO-C-B-C-0H
ethylene glycol
(A group)
terephthalic acid
(B group)
The starting materials for this reaction are ethylene glycol and terephthalic acid. The letters A and B represent organic groups that are unreactive.
What reactive organic functional group does ethylene glycol (containing the A functional group) contain? Enter its name.
Check
(1 of 7)
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Mg
H20
A
H3CC=CH2
ether
Br
• Draw only products having the organic portion of the original alkyl halide.
• Draw carbon-lithium bonds using the single bond tool. If a structure has a copper-lithium bond, do not draw the lithium.
• Separate products from different steps using the → sign from the drop-down menu.
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H₂O
Mg
ether
●
●
●
H3CC=CH₂
Br
*8
Draw only products having the organic portion of the original alkyl halide.
Draw carbon-lithium bonds using the single bond tool. If a structure has a copper-lithium bond, do not draw the lithium.
Separate products from different steps using the → sign from the drop-down menu.
?
A
Ⓡ
ChemDoodle
B
Sn [F
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PAP Chemistry-2903012-42100P-1/ Le Chatelier's Principle/ Lesson 128
2. Zinc (Zn) granules react slowly with dilute hydrochloric acid (HCI), but much faster if the acid is concentrated.
Zn(s)
2HCI(aq)ZnCl2(aq) + H2(g)
Zinc + Hydrochloric Acid Zinc Chloride + Hydrogen
What causes the reaction to proceed faster with concentrated acid?
The concentrated hydrochloric acid causes more hydrogen gas to be produced.
The pressure of hydrogen gas molecules increases as concentration increases.
The concentrated hydrochloric acid molecules move faster than in dilute acid.
There are more collisions between the zinc and concentrated hydrochloric acid.
PREVIOU
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List 2 chemical reactions that can produce chemical
products ( by-products or main products) with little to
no economic value that we can refine and make
these chemical products useful to a country's
economy. For each product, show the reaction
(including reaction mechanism with least 3 reactions
and solid catalyst) that can make the chemical
product useful to society's economy.
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Br
CH3OH
Br-Br
H3CO
The mechanism proceeds through a first cationic intermediate, intermediate 1. Nucleophilic attack leads to intermediate 2, which goes on to form the final product. In cases that involve a
negatively charged nucleophile, the attack of the nucleophile leads directly to the product.
H.
Br
+ CH;OH
Br
Intermediate 2
(product)
Intermediate 1
In a similar fashion, draw intermediate 1 and intermediate 2 (final product) for the following reaction.
OH
+ Br2
+ HBr
Br
racemic mixture
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ac
NH₂
НО.
HS
OH
OH
OH
NH₂
F
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●
●
●
-CH₂CI
Li
pentane
Cul
ChemDoodleⓇ
Draw only products having the organic portion of the original alkyl halide.
Draw carbon-lithium bonds using the single bond tool. If a structure has a copper-lithium bond, do not draw the lithium.
Separate products from different steps using the → sign from the drop-down menu.
B
Sn [F
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H2SO4H2SO4, as the acid catalyst rather than dilute hydrochloric acid,
HCl?
Select one or more:
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Hh.13.
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1. In
experiment, what is the purpose of:
a. potassium carbonate
b. 2-butanone
c. ether
d. extraction with 5% aqueous NaOH
e. magnesium suflate
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11:24
←
0.0
Question 5 of 13
H
Curved arrows are used to illustrate the
flow of electrons. Using the provided
starting and product structures, draw
the curved electron-pushing arrows for
the following reaction or mechanistic
steps. Be sure to account for all bond-
breaking and bond-making steps.
Select to Add Arrows
:CI:
:CI:
Select to Add
Arrows
>
I
all 35%
Submit
CI
Select to Add Arrows
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